Search Cheap Flights to
Chester

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Chester Flights as Low as $89

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Apr 4 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$89 Roundtrip, found 2 days ago
$89
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $89 found 2 days ago
Breeze Airways
Fri, Apr 4 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $94 found 2 days ago
Breeze Airways
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $107 found 2 days ago
Spirit Airlines
Wed, Apr 23 - Sun, Apr 27
MYR
Myrtle Beach Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 10 hours ago
$109
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Wed, Apr 23 from Myrtle Beach Intl. to Bradley Intl., returning Sun, Apr 27, priced at $109 found 10 hours ago
Spirit Airlines
Mon, Apr 14 - Thu, Apr 17
MCO
Orlando Intl.
BDL
Bradley Intl.
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Apr 14 from Orlando Intl. to Bradley Intl., returning Thu, Apr 17, priced at $111 found 4 days ago
Breeze Airways
Mon, Apr 14 - Thu, Apr 17
MCO
Orlando Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 4 days ago
$113
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Apr 14 from Orlando Intl. to Bradley Intl., returning Thu, Apr 17, priced at $113 found 4 days ago
JetBlue Airways
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 18 hours ago
$177
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Tue, May 20, priced at $177 found 18 hours ago
Delta
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $197 found 2 days ago
American Airlines
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Tue, May 20, priced at $197 found 18 hours ago
Frontier Airlines
Sat, May 17 - Sat, May 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$206 Roundtrip, found 15 hours ago
$206
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, May 17 from Orlando Intl. to Bradley Intl., returning Sat, May 24, priced at $206 found 15 hours ago
Spirit Airlines
Fri, Apr 4 - Wed, Apr 9
PHL
Philadelphia Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Apr 4 from Philadelphia Intl. to Bradley Intl., returning Wed, Apr 9, priced at $217 found 1 day ago
United
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 18 hours ago
$217
Roundtrip
found 18 hours ago
Select United flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Tue, May 20, priced at $217 found 18 hours ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
DAB
Daytona Beach Intl.
BDL
Bradley Intl.
$224 Roundtrip, found 22 hours ago
$224
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Jun 19 from Daytona Beach Intl. to Bradley Intl., returning Mon, Jun 23, priced at $224 found 22 hours ago
Breeze Airways
Fri, May 2 - Sun, May 4
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 2 from Los Angeles Intl. to Bradley Intl., returning Sun, May 4, priced at $249 found 3 days ago
Delta
Tue, Mar 25 - Tue, Apr 1
MOT
Minot Intl.
BDL
Bradley Intl.
$338 Roundtrip, found 3 days ago
$338
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 25 from Minot Intl. to Bradley Intl., returning Tue, Apr 1, priced at $338 found 3 days ago
Delta
Tue, May 13 - Tue, May 20
MSP
Minneapolis - St. Paul Intl.
BDL
Bradley Intl.
$399 Roundtrip, found 2 days ago
$399
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 13 from Minneapolis - St. Paul Intl. to Bradley Intl., returning Tue, May 20, priced at $399 found 2 days ago

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CEF airport.

What is the cheapest month to fly to Chester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chester are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Barnes Municipal Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $89, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chester?

The trick to saving a stack of cash on your flight to Chester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $89 right now, why wait?

Chester Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$89

Last Minute Hotel Deals in Chester

D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
The price is $132 per night from Mar 30 to Mar 31
$132
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,332 reviews)
"Clean, updated, super nice staff, good breakfast, close to Northampton (drive)."

Reviewed on Mar 20, 2025

D. Hotel Suites & Spa
Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
2.5 out of 5
1254 Riverdale Street, West Springfield, MA
The price is $97 per night from Mar 30 to Mar 31
$97
includes taxes & fees
Mar 30 - Mar 31
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,005 reviews)
"Awesome place"

Reviewed on Mar 21, 2025

Red Roof Inn PLUS+ West Springfield
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $108 per night from Apr 6 to Apr 7
$108
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (535 reviews)
"Motel style building with refreshed modern room. Very clean and the restaurant onsite was good but the breakfast is somewhat limited."

Reviewed on Mar 22, 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $99 per night from Apr 1 to Apr 2
$99
includes taxes & fees
Apr 1 - Apr 2
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,001 reviews)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"

Reviewed on Mar 18, 2025

The Yankee, Trademark Collection by Wyndham
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
3 out of 5
100 Congress Street, Springfield, MA
The price is $122 per night from Apr 6 to Apr 7
$122
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,278 reviews)
"My family and me had a good time in this hotel staff friendly rooms clean if could give a 100 stars i would i will come back soon"

Reviewed on Mar 17, 2025

La Quinta Inn & Suites by Wyndham Springfield MA
Quality Inn & Suites Northampton - Amherst
Quality Inn & Suites Northampton - Amherst
2.5 out of 5
117 Conz St, Northampton, MA
The price is $122 per night from Mar 25 to Mar 26
$122
includes taxes & fees
Mar 25 - Mar 26
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,000 reviews)
"It was great when we were visiting our son at UMass Amherst!"

Reviewed on Mar 15, 2025

Quality Inn & Suites Northampton - Amherst
Candlewood Suites West Springfield by IHG
Candlewood Suites West Springfield by IHG
2.5 out of 5
572 Riverdale St, West Springfield, MA
The price is $96 per night from Apr 9 to Apr 10
$96
includes taxes & fees
Apr 9 - Apr 10
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.2/10 Very Good! (669 reviews)
"Great rooms clean and great hot tub and pool"

Reviewed on Mar 17, 2025

Candlewood Suites West Springfield by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $147 per night from Mar 23 to Mar 24
$147
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (610 reviews)
"I loved it so much to do"

Reviewed on Mar 19, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 798 properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.